CN106699625A - Method for preparing zeaxanthin from lycium barbarum dreg meal - Google Patents
Method for preparing zeaxanthin from lycium barbarum dreg meal Download PDFInfo
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- CN106699625A CN106699625A CN201710019111.0A CN201710019111A CN106699625A CN 106699625 A CN106699625 A CN 106699625A CN 201710019111 A CN201710019111 A CN 201710019111A CN 106699625 A CN106699625 A CN 106699625A
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- zeaxanthin
- matrimony vine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
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Abstract
The invention discloses a method for preparing zeaxanthin from lycium barbarum dreg meal. The method comprises the following steps: firstly crushing a dry lycium barbarum material, performing pectinase and alkaline protease enzymolysis, then adding alkali solution to treat the lycium barbarum material, and finally performing extraction, so as to obtain zeaxanthin extractive after a solvent is removed. The method is simple to operate, easy for amplification, and applicable to mass industrial preparation of zeaxanthin.
Description
Technical field
The present invention relates to biomedicine field, more particularly to a kind of method that zeaxanthin is prepared from Chinese wolfberry fruit dregs.
Background technology
Matrimony vine is also referred to as the fruit of Chinese wolfberry and belongs to shrub or big shrub is formed after cultivation, 1-3m high.Stem several, it is sturdy；Sprig
There is vertical rib line, there is short thorn and leave, the lunge of flower of not leave；Fruit branch is elongated, and usual tip is sagging, crust light lark, nothing
Hair.Berry oval, oval or wealthy avette, 8-20mm long, diameter 5-10mm, red or Chinese red, pericarp meat.Seed is more
Number, nearly circle kidney shape and flat, brown color.The month at florescence 5-10, the fruiting period 6-11 months.Matrimony vine has a multiple efficacies, such as immunological regulation, anti-
Aging, antitumor, antifatigue, raising eyesight etc..Matrimony vine be rich in LBP-X, LBP-X is a kind of water-soluble polysaccharide, by Ah
Uncle's sugar, glucose, galactolipin, mannose, xylose, rhamnose this 6 kinds of monosaccharide components are drawn to constitute, with physiologically active, Neng Gouzeng
Strong non-specific immune function, improves resistance against diseases, suppresses tumour growth and cell mutation.The contained abundant Hus of B mono- in matrimony vine
Radish element can change into vitamin A in human body, and vitamin A can generate retinol, so as to improve eyesight, prevent maculopathy.
Zeaxanthin (Zeaxanthin, 3,3'- dihydroxy-beta carotene), also known as luteole, molecular formula
C40H56O2, molecular weight is 566.88, belongs to isoprenoid, is a kind of oxygen containing carotenoid (Xanthophyll), with
Lutein (Luein) belongs to isomer.The luteole being mostly present in nature is all trans isomer (AllE-
iso-mer).Zeaxanthin is a kind of new oil-soluble natural pigment, be widely present in green leafy vegetable, flowers, fruit,
In matrimony vine and yellow maize.Usually coexisted with lutein, beta carotene, kryptoxanthin etc. in nature, composition carotenoid is mixed
Compound.Luteole acid dipalmitate is carotenoid main in matrimony vine in matrimony vine, accounts for more than the 65% of total amount.
The traditional processing of matrimony vine is mainly mainly water miscible polysaccharide, monose, the beet for taking juice by extraction, utilizing
Alkali, amino acid, proteins,vitamins,minerals etc., and fat-soluble zeaxanthin, lutein and beta carotene then stay in Chinese holly
In Qi slag, often it is taken as feed or waste is dropped, causes the significant wastage of raw material.Titanium dioxide is used in existing technology
The report that the technique of carbon supercritical extract is extracted to zeaxanthin, such as Chinese patent application CN201110406665.9, should
Class method running cost is high, it is impossible to prepared on a large scale.
Therefore, those skilled in the art is devoted to a kind of simple, efficient, with low cost, environment-friendly corn of exploitation
The preparation method of yellow matter, to realize the comprehensive development and utilization of matrimony vine resource.
The content of the invention
In view of the drawbacks described above of prior art, the technical problems to be solved by the invention be to provide it is a kind of simple, efficiently,
With low cost, environment-friendly zeaxanthin preparation method and applications.
To achieve the above object, first aspect present invention provides a kind of method that zeaxanthin is prepared from matrimony vine, bag
Include following steps：
(1) pre-process
Take dry matrimony vine raw material to crush, pH to 3-5 is adjusted after adding water, add pectinase enzymatic hydrolysis, then adjust pH to 10-
11, alkali protease enzymolysis is added, obtain enzymolysis liquid；
(2) alkali process
To adding aqueous slkali to be processed in the enzymolysis liquid that step (1) is obtained, alkali process liquid is obtained；
(3) extract
To adding extractant to be extracted in the alkali process liquid that step (2) is obtained, obtained after removal solvent and contain maize
The extract of matter.
Further, in step (1), the mass ratio of matrimony vine raw material and water is 1:1-4.
Further, in step (1), pectin enzyme dosage is the 1-3% of matrimony vine material quality；Preferably hydrolysis temperature is
25-55℃。
Further, in step (1), basic protein enzyme dosage is the 2-4% of matrimony vine material quality；Preferably hydrolysis temperature
It is 35-45 DEG C.
Further, in step (2), its alkali purification temp is 50-70 DEG C；The aqueous slkali is NaOH the or KOH aqueous solution.
Further, in step (2), to adding polyethylene glycol and alkali to be processed in the enzymolysis liquid that step (1) is obtained, obtain
Obtain alkali process liquid；Preferably, polyethylene glycol (PEG400) addition is the 5-10% of matrimony vine material quality.
Further, in step (3), the extractant is the mixed solvent of petroleum ether and ethyl acetate；Preferably, oil
The volume ratio of ether and ethyl acetate is 2:1-2.
An advantage of the invention is that it provides a kind of simple, efficient, with low cost, environment-friendly zeaxanthin preparation side
Method, the extraction yield that alkali process greatly improve zeaxanthin is carried out after being digested in the method.And, the present inventor is unexpectedly
It was found that, the zeaxanthin of extract contains in adding polyethylene glycol to significantly improve follow-up extraction step during alkali process
Amount, and the content of impurity in extract can be effectively reduced, dramatically reduce and be further purified acquisition high-purity zeaxanthin
Purifying pressure.Screened by extractant, matched, inventor is found that the extractant of suitable the inventive method, should
Extractant is the mixed solvent of petroleum ether and ethyl acetate, and optimal petroleum ether and the volume ratio of ethyl acetate are 2:1, using this
Extractant carries out that the extract obtained middle zeaxanthin of extraction is high and impurity content is relatively low.The technological operation is simple, it is easy to put
Greatly, it is adaptable to zeaxanthin it is a large amount of industrially prepared.
Specific embodiment
Embodiment 1
The dry fruits of Chinese wolfberry of 1kg (lycium barbarum) is taken, 60 mesh sieves are crossed after crushing, add 2L water, after stirring, adjust pH
To 3.5,35 DEG C digest after adding 20g pectases (Tai'an letter get profit bioengineering Co., Ltd, 100000u/g) to stir
1h.Then pH to 10.5 is adjusted, adds 30g alkali proteases (Tai'an letter get profit bioengineering Co., Ltd, 200000u/g) to stir
Mix uniform rear 40 DEG C of enzymolysis 1h.
To 80g PEG400 and 500ml the NaOH aqueous solution (2M) is added in above-mentioned enzymolysis liquid, 60 DEG C are processed after stirring
3h, obtains alkali process liquid.
Alkali process liquid is extracted.To adding the extractant of 1/2 volume to be extracted in above-mentioned alkali process liquid, extractant
For petroleum ether and ethyl acetate, (volume ratio is 2:1) mixed solvent.Combining extraction liquid after three extractions, is evaporated under reduced pressure solvent,
Obtain the extract that 5.6g contains zeaxanthin.Detected through conventional HPLC, zeaxanthin is 26%, yield in extract
(ratio of the zeaxanthin total amount contained in the amount of zeaxanthin and matrimony vine raw material in extract) is 92%.
Embodiment 2
1kg dry matrimony vine (lycium barbarum) slag dregs of rice are taken, 60 mesh sieves are crossed after crushing, add 3L water, after stirring, regulation
PH to 4,30 DEG C digest after adding 30g pectases (Tai'an letter get profit bioengineering Co., Ltd, 100000u/g) to stir
1h.Then pH to 11 is adjusted, adds 40g alkali proteases (Tai'an letter get profit bioengineering Co., Ltd, 200000u/g) to stir
35 DEG C of enzymolysis 1h after uniform.
To addition 100g PEG400 and 500ml the NaOH aqueous solution (2M) in above-mentioned enzymolysis liquid, after stirring at 70 DEG C
Reason 2h, obtains alkali process liquid.
Alkali process liquid is extracted.To adding the extractant of 1/2 volume to be extracted in above-mentioned alkali process liquid, extractant
For petroleum ether and ethyl acetate, (volume ratio is 2:1) mixed solvent.Combining extraction liquid after three extractions, is evaporated under reduced pressure solvent,
Obtain the extract that 9.4g contains zeaxanthin.Detect that zeaxanthin is 32%, and yield is (in extract through conventional HPLC
The ratio of the zeaxanthin total amount contained in the amount and matrimony vine raw material of zeaxanthin) it is 91%.
Embodiment 3
1kg dry matrimony vine (lycium barbarum) slag dregs of rice are taken, 60 mesh sieves are crossed after crushing, add 2L water, after stirring, regulation
PH to 3,50 DEG C digest after adding 10g pectases (Tai'an letter get profit bioengineering Co., Ltd, 100000u/g) to stir
1h.Then pH to 10 is adjusted, adds 40g alkali proteases (Tai'an letter get profit bioengineering Co., Ltd, 200000u/g) to stir
45 DEG C of enzymolysis 1h after uniform.
To 50g PEG400 and 500ml the NaOH aqueous solution (2M) is added in above-mentioned enzymolysis liquid, 50 DEG C are processed after stirring
3h, obtains alkali process liquid.
Alkali process liquid is extracted.To adding the extractant of 1/2 volume to be extracted in above-mentioned alkali process liquid, extractant
For petroleum ether and ethyl acetate, (volume ratio is 2:1) mixed solvent.Combining extraction liquid after three extractions, is evaporated under reduced pressure solvent,
Obtain the extract that 8.8g contains zeaxanthin.Detect that zeaxanthin is 35%, and yield is (in extract through conventional HPLC
The ratio of the zeaxanthin total amount contained in the amount and matrimony vine raw material of zeaxanthin) it is 92%.
Embodiment 4
1kg dry matrimony vine (lycium barbarum) slag dregs of rice are taken, 60 mesh sieves are crossed after crushing, add 3L water, after stirring, regulation
PH to 3.5,40 DEG C digest after adding 15g pectases (Tai'an letter get profit bioengineering Co., Ltd, 100000u/g) to stir
1h.Then pH to 10.5 is adjusted, adds 35g alkali proteases (Tai'an letter get profit bioengineering Co., Ltd, 200000u/g) to stir
Mix uniform rear 40 DEG C of enzymolysis 1h.
To 70g PEG400 and 500ml the NaOH aqueous solution (2M) is added in above-mentioned enzymolysis liquid, 55 DEG C are processed after stirring
3h, obtains alkali process liquid.
Alkali process liquid is extracted.To adding the extractant of 1/2 volume to be extracted in above-mentioned alkali process liquid, extractant
For petroleum ether and ethyl acetate, (volume ratio is 2:1) mixed solvent.Combining extraction liquid after three extractions, is evaporated under reduced pressure solvent,
Obtain the extract that 8.5g contains zeaxanthin.Detect that zeaxanthin is 35%, and yield is (in extract through conventional HPLC
The ratio of the zeaxanthin total amount contained in the amount and matrimony vine raw material of zeaxanthin) it is 91%.
Embodiment 4
1kg dry matrimony vine (lycium barbarum) slag dregs of rice are taken, 60 mesh sieves are crossed after crushing, add 4L water, after stirring, regulation
PH to 4,45 DEG C digest after adding 20g pectases (Tai'an letter get profit bioengineering Co., Ltd, 100000u/g) to stir
1.5h.Then pH to 11 is adjusted, adds 3g alkali proteases (Tai'an letter get profit bioengineering Co., Ltd, 200000u/g) to stir
Mix uniform rear 40 DEG C of enzymolysis 1.5h.
To 60g PEG400 and 500ml the NaOH aqueous solution (2M) is added in above-mentioned enzymolysis liquid, 55 DEG C are processed after stirring
3h, obtains alkali process liquid.
Alkali process liquid is extracted.To adding the extractant of 1/2 volume to be extracted in above-mentioned alkali process liquid, extractant
For petroleum ether and ethyl acetate, (volume ratio is 2:1) mixed solvent.Combining extraction liquid after three extractions, is evaporated under reduced pressure solvent,
Obtain the extract that 9.2g contains zeaxanthin.Detect that zeaxanthin is 34%, and yield is (in extract through conventional HPLC
The ratio of the zeaxanthin total amount contained in the amount and matrimony vine raw material of zeaxanthin) it is 93%.
Comparative example 1
With embodiment 1, difference is that, without PEG400, the final 5.4g that obtains contains jade in alkali treatment to experimental procedure
The extract of cream-coloured matter.Detected through conventional HPLC, zeaxanthin is 8% in extract.
Comparative example 2
With embodiment 2, difference is that extractant is ethyl acetate in extraction step to experimental procedure, and the final 12.4g that obtains contains
There is the extract of zeaxanthin.Detected through conventional HPLC, zeaxanthin is 19% in extract.
Comparative example 3
With embodiment 2, difference is that extractant is petroleum ether in extraction step to experimental procedure, and the final 5.6g that obtains contains jade
The extract of cream-coloured matter.Detected through conventional HPLC, zeaxanthin is 22% in extract.
Preferred embodiment of the invention described in detail above.It should be appreciated that one of ordinary skill in the art without
Need creative work just can make many modifications and variations with design of the invention.Therefore, all technologies in the art
Personnel are available by logical analysis, reasoning, or a limited experiment on the basis of existing technology under this invention's idea
Technical scheme, all should be in the protection domain being defined in the patent claims.
Claims (10)
1. a kind of method that zeaxanthin is prepared from matrimony vine, it is characterised in that the described method comprises the following steps：
(1) pre-process
Take dry matrimony vine raw material to crush, pH to 3-5 adjusted after adding water, add pectinase enzymatic hydrolysis, then adjust pH to 10-11,
Alkali protease enzymolysis is added, enzymolysis liquid is obtained；
(2) alkali process
To adding aqueous slkali to be processed in the enzymolysis liquid that step (1) is obtained, alkali process liquid is obtained；
(3) extract
To adding extractant to be extracted in the alkali process liquid that step (2) is obtained, obtained after removal solvent and contain zeaxanthin
Extract.
2. the method for claim 1, it is characterised in that in step (1), the mass ratio of matrimony vine raw material and water is 1:1-4.
3. the method for claim 1, it is characterised in that in step (1), pectin enzyme dosage is the 1- of matrimony vine material quality
3%；Preferably hydrolysis temperature is 25-55 DEG C.
4. the method for claim 1, it is characterised in that in step (1), basic protein enzyme dosage is matrimony vine material quality
2-4%.
5. the method for claim 1, it is characterised in that in step (2), its alkali purification temp is 50-70 DEG C；The alkali soluble
Liquid is NaOH the or KOH aqueous solution.
6. the method for claim 1, it is characterised in that in step (2), adds in the enzymolysis liquid that step (1) is obtained
Polyethylene glycol and alkali are processed, and obtain alkali process liquid.
7. the method for claim 1, it is characterised in that in step (3), the extractant is petroleum ether and ethyl acetate
Mixed solvent.
8. the method for claim 1, it is characterised in that polyethylene glycol (PEG400) addition is matrimony vine material quality
5-10%.
9. method as claimed in claim 4, it is characterised in that hydrolysis temperature is 35-45 DEG C.
10. method as claimed in claim 7, it is characterised in that the volume ratio of petroleum ether and ethyl acetate is 2:1-2.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107868028A (en) * | 2017-11-05 | 2018-04-03 | 周学义 | A kind of method that zeaxanthin acid dipalmitate is extracted in the raw material from liquid medlar |
| CN107950867A (en) * | 2017-11-30 | 2018-04-24 | 周子云 | A kind of matrimony vine flour and preparation method thereof |
| CN113582899A (en) * | 2021-08-21 | 2021-11-02 | 青岛佳一生物科技股份有限公司 | Preparation method of zeaxanthin |
| CN115078567A (en) * | 2022-05-19 | 2022-09-20 | 江苏艾兰得营养品有限公司 | Determination method of lutein ester and zeaxanthin ester |
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| CN103080238A (en) * | 2010-08-25 | 2013-05-01 | 帝斯曼知识产权资产管理有限公司 | Process for the manufacture of a highly enriched extract containing zeaxanthin and/or its esters |
| CN104230776A (en) * | 2013-06-09 | 2014-12-24 | 中国科学院大连化学物理研究所 | Method for preparing natural zeaxanthine by combination of enzymatic hydrolysis and supercritical extraction |
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2017
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103080238A (en) * | 2010-08-25 | 2013-05-01 | 帝斯曼知识产权资产管理有限公司 | Process for the manufacture of a highly enriched extract containing zeaxanthin and/or its esters |
| CN104230776A (en) * | 2013-06-09 | 2014-12-24 | 中国科学院大连化学物理研究所 | Method for preparing natural zeaxanthine by combination of enzymatic hydrolysis and supercritical extraction |
Non-Patent Citations (1)
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107868028A (en) * | 2017-11-05 | 2018-04-03 | 周学义 | A kind of method that zeaxanthin acid dipalmitate is extracted in the raw material from liquid medlar |
| CN107950867A (en) * | 2017-11-30 | 2018-04-24 | 周子云 | A kind of matrimony vine flour and preparation method thereof |
| CN113582899A (en) * | 2021-08-21 | 2021-11-02 | 青岛佳一生物科技股份有限公司 | Preparation method of zeaxanthin |
| CN115078567A (en) * | 2022-05-19 | 2022-09-20 | 江苏艾兰得营养品有限公司 | Determination method of lutein ester and zeaxanthin ester |
| CN115078567B (en) * | 2022-05-19 | 2023-10-24 | 江苏艾兰得营养品有限公司 | Method for determining lutein ester and zeaxanthin ester |
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